ethyl 4-(tosyloxy)cyclohexanecarboxylate synthesis
- Product Name:ethyl 4-(tosyloxy)cyclohexanecarboxylate
- CAS Number:93164-43-3
- Molecular formula:C16H22O5S
- Molecular Weight:326.41
Yield:93164-43-3 90%
Reaction Conditions:
with 1,4-diaza-bicyclo[2.2.2]octane in dichloromethane at 20; for 1 h;Cooling with ice;
Steps:
28 Synthesis of Compound 28-c
In an ice bath, to a solution of commercially purchased compound 28-d (1.72 g, 10 mmol) and DAI3CO (2.24g, 20 mmol) in dichloromethane (30 mE) was added slowly TsC1 (2.86 g, 15 mmol). The reaction solution was warmed to normal temperature and stirred for about 1 hour, followed by washing with 2N HC1 solution (30 mE), water (30 mE) and saturated solution of sodium bicarbonate (30 mE) in sequence. The organic phase was dried over anhydrous sodium sulphate and concentrated. The crude product was purified with silica column chromatograph (petroleum ether ethyl acetate10/1 -3/1) to give 28-c (2.94 g, 90%) which was white solid. EC-MS (ESI): m/z344.1 (M+NH4).
References:
US2016/244432,2016,A1 Location in patent:Paragraph 0317; 0318
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